Dr. Jessie Benson
Free with Me
Ever wonder how you ended up where you are in life, like somehow your life isn’t yours anymore? If you’ve been looking for a way back to yourself, you’ve come to the right place. Dr. Jessie Benson walked away from a career as an anesthesiologist and ICU doctor to reclaim her own life and follow her dreams to become a life coach, professional artist, yoga-meditation teacher, and full-time adventurer. She helps her listeners figure out what isn’t working in their inner and outer worlds and build a life they are excited to live. She also offers a weekly relaxation practice.
Author
Dr. Jessie Benson
Category
Podcast website
Latest episode
Jul 7, 2026
Where to listen?
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Episodes
Don't Wait Until You're Ready 07.07.2026 0:09
Life doesn't wait for us. And if we aren't careful, we can wake up one day and wonder where our life went and realize we didn't do the things we really wanted to. Join Dr. Jessie as she invites you to look at the areas of your life where you may waiting until we're ready so you don't wake up one day with regrets. Want to connect with Dr. Jessie for a free 30-minute coaching call? Here's her cale...
What Joy Are You Putting Off? 30.06.2026 14:00
Most of us have a list of things we want to do "someday". Sometimes that day never comes. Join Dr. Jessie as she takes you through a journey to making that someday today. Want to connect with Dr. Jessie for a free 30-minute coaching call? Here's her calendar link: https://calendly.com/jessiebensoncoach/30-minute-clarity-session And if you'd like a dose of coaching wisdom in your inbox each week,...
Don't Pack Your Fears 23.06.2026 20:30
In the outdoor adventure world, backpackers have a term called the Backpack Shakedown. Join Dr. Jessie as she applies this principle to life in general and guides you through the process of seeing what needs to be removed from your life backpack so you can be free. Want to connect with Dr. Jessie for a free 30-minute coaching call? Here's her calendar link: https://calendly.com/jessiebensoncoach...
An Unexpected Sign of Growth 16.06.2026 13:05
When we're on our growth journey, an unexpected sign can show up, and it may have us wondering if something's wrong. Join Dr. Jessie as she shares what it is and what to do if it arrives in your life. Want to connect with Dr. Jessie for a free 30-minute coaching call? Here's her calendar link: https://calendly.com/jessiebensoncoach/30-minute-clarity-session And if you'd like a dose of coaching w...
How to Be a Good Partner 09.06.2026 12:30
We aren't born knowing how to be a good romantic partner, and if we had bad role models, our chances of going astray are pretty good. Join Dr. Jessie as she shares 3 ways to be a good partner. Want to connect with Dr. Jessie for a free 30-minute coaching call? Here's her calendar link: https://calendly.com/jessiebensoncoach/30-minute-clarity-session And if you'd like a dose of coaching wisdom in...
3 Easy Ways to Say No 02.06.2026 15:00
Do you find it hard to say no? Does anyone in your life ask you to do things you don't want and you'd like an easy way to tell them no? Join Dr. Jessie as she teaches three easy ways to say no. Want to connect with Dr. Jessie for a free 30-minute coaching call? Here's the calendar link: https://calendly.com/jessiebensoncoach/30-minute-clarity-session And if you'd like a dose of coaching wisdom in...
Are You Staying for the Wrong Reason? 26.05.2026 0:13
Do you find yourself staying in situations only because you've already been in it so long? You might be getting trapped by what psychologists call Sunk Cost Fallacy. Join Dr. Jessie as she explains what this is and how to get free from it. And if you'd like to continue the conversation, or talk about another part of your life, connect with Dr. Jessie for a free 30-minute coaching call: https://ca...
The Friends Inventory 19.05.2026 18:00
We all know it's important to be careful when choosing a romantic partner, but we typically don't put the same level of care into selecting our friends. Join Dr. Jessie as she guides you through The Friends Inventory to see if your friends are helping your life, or hurting it. And if you'd like to continue the conversation, or talk about another part of your life, connect with Dr. Jessie for a fre...
How Differences Can Deepen Our Relationship 12.05.2026 18:18
We're often afraid of differences in our relationship, worried they will drive us apart. Instead of being a source of conflict, we can allow our differences to bring us closer. If you'd like to connect and figure out ways to make your relationship and life better, book a free coaching call with Dr. Jessie. https://calendly.com/jessiebensoncoach/30-minute-clarity-session
How to Say No 05.05.2026 19:00
Why is it so hard to say no? Why do we agree to things we don't want to do, and then end up with resentment? Discover why it's so hard to say no, and how to make it easier on yourself so you can start using your no today. And if you'd like explore working together to help you build this skill and others, let's connect for a free intro coaching session. https://calendly.com/jessiebensoncoach/30-min...
Do Your Words Hurt or Heal? 28.04.2026 18:00
Our words have the power to tear someone down or build them up. Join Dr. Jessie as she shares a method to help us be intentional with our language so our relationship with our loved ones, ourself and the world at large is more meaningful.
Avoiding the Drama Triangle 21.04.2026 13:00
Do you have someone in your life that every time they tell a story it turns out they're the victim in it? You might be unwittingly being pulled into the Drama Triangle. Come learn how to know if you are and what to do about it.
Let's Soften Overwhelm 14.04.2026 13:00
If you're anything like me, overwhelm is no stranger. The feeling that life is trying to swallow us whole is no good. It keeps us stressed and feeling like the littlest to-do is a Mt. Everest. If you're ready to learn easy tools to tame the overwhelm monster, let's do this. Come get Free with Me. And if you'd like help learning even more ways to make your life work for you instead of you working f...
How I Left Being a Doctor to Be a Life Coach 07.04.2026 13:00
When people learn I left being an Anesthesiologist & ICU Doctor to follow my dreams and become a Life Coach, Yoga-Meditation Teacher, and Professional Artist, they want to know how. In this episode I share three ways that helped me take the leap.
A Procrastination Antidote 31.03.2026 14:00
Do you find yourself procrastinating even when it's something you really want to do? If you're like me, it leaves you feeling confused and frustrated. In this week's episode, I share the tool that has been magic in helping me eliminate procrastination. And if you'd like to book a free 30-minute discovery call with me, here's my calendar link. I look forward to connecting and seeing if we can work...
Let's Get Started: The Life Review 24.03.2026 0:16
In this premiere episode, Dr. Jessie takes you through the exact method she takes all her new clients through- The Life Review. Grab your favorite thing to take notes with and get ready for change. Your new life begins now.
Trailer: Come Get Free with Me 23.03.2026 1:00
Ever wonder how you ended up where you are, like your life doesn't really feel like yours anymore? Dr. Jessie Benson realized chasing approval and achievement was never going to end in happiness, so she left life as an Anesthesiologist & ICU Doctor and became a Confidence Coach & Adventurer. For over a dozen years she has helped clients figure out and follow their paths to happiness. If yo...
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